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Merck
CN

393193

Hydrocinnamaldehyde

technical grade, 90%

Synonym(s):

3-Phenylpropionaldehyde

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About This Item

Linear Formula:
C6H5CH2CH2CHO
CAS Number:
Molecular Weight:
134.18
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
203-211-8
Beilstein/REAXYS Number:
1071910
MDL number:
Assay:
90%
Form:
liquid
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grade

technical grade

Quality Level

assay

90%

form

liquid

impurities

<5% 3-phenyl-1-propanol

refractive index

n20/D 1.523 (lit.)

bp

97-98 °C/12 mmHg (lit.)

density

1.019 g/mL at 25 °C (lit.)

functional group

aldehyde, phenyl

SMILES string

[H]C(=O)CCc1ccccc1

InChI

1S/C9H10O/c10-8-4-7-9-5-2-1-3-6-9/h1-3,5-6,8H,4,7H2

InChI key

YGCZTXZTJXYWCO-UHFFFAOYSA-N

General description

Hydrocinnamaldehyde is C=C double bond hydrogenated cinnamaldehyde. It has been synthesized by the selective hydrogenation of C=C double bond of cinnamaldehyde by various methods. Hydrocinnamaldehyde and nitromethane undergoes Henry reaction to form nitroaldols. The C1 and C3 position labelled with 13C of hydrocinnamaldehyde was subjected to mass spectrometry and the fragmentation pattern was elucidated.

Application

Hydrocinnamaldehyde may be used in the synthesis of the following:
  • 2-Chloro hydrocinnamaldehyde by α-chlorination.
  • Mixture of homopropargyl alcohols by kinetic resolution-allenylboration reactions.
  • Mixture of syn- and anti-β-hydroxyallylsilanes by hydroboration of allenylsilane.
  • (2S)-2-Hydroxy-4-phenylbutanenitrile by catalytic asymmetric cyanosilylation.
  • Cinnamaldehyde by dehydrogenation reaction using Pd(TFA)2/4,5-diazafluorenone catalyst.


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Storage Class

10 - Combustible liquids

wgk

WGK 2

flash_point_f

203.0 °F - closed cup

flash_point_c

95 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

Regulatory Information

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Enantioselective henry reactions under dual Lewis acid/amine catalysis using chiral amino alcohol ligands.
Claudio Palomo et al.
Angewandte Chemie (International ed. in English), 44(25), 3881-3884 (2005-05-14)
Hydrogenation of cinnamaldehyde using catalysts prepared from supported palladium phosphine complexes.
Cairns GR, et al
J. Catal., 166(1), 89-97 (1997)
Influence of Preparation Modes on Pt-Ni/CNTs Catalysts Used in the Selective Hydrogenation of Cinnamaldehyde to Hydrocinnamaldehyde.
Li Y, et al
Catalysis Letters, 126(3-4), 280-285 (2008)



Global Trade Item Number

SKUGTIN
393193-100ML04061831981872